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Friday, May 10, 2013

The Bet - Chapter 64 (Saturday – week 9 Part 5 of 7)

The Bet

By Karen Singer

Chapter 64 (Saturday – week 9 Part 5 of 7)

Macy’s did have a
nice selection of skirts.In fact, they
had a nice selection of all types of clothes… women’s clothes at least – or so Chad
thought.It was something he most likely
wouldn’t have realized or even thought about two months ago.Now, as strange as it seemed to him, he
appreciated more the selection of clothes that was available to him.He seriously doubted though that he would
have felt as comfortable looking at the skirts if he wasn’t dressed as a woman
– and if he wasn’t in the close company of so many “real” women.

The one thing
that did scare him while he was looking over their skirts, was that the nearest
bathroom Sandy
had told him about was a mile away.He
knew as soon as she told him that he would never make it there in time.But that didn’t mean he wouldn’t try.

As he looked over
the selection of skirts, trying to find one that he thought would work well for
the testing he was in the middle of – as well as go with the top he had on, he
was suddenly struck by an idea.If the
bathrooms were so far away, and since he had no doubt that he would have to go…
eventually, then why not head that direction now.Maybe he could actually get there by the time
he had to pee!He stopped looking at the
skirts and turned toward Sandy
who was a short distance away looking at the clothes on another rack.“Uh…. Where did you say those restrooms were…
in the back of the store?”

“My God,” Sandy exclaimed.“Do you have to go already?Okay…”Chad just shrugged. “I’ve had a lot
to drink today,” he replied – as he was already heading quickly in that
direction.He was walking, but he was
walking fast.No telling when that
suddenly little urge was going to hit him.“I’ll go too,” Gloria said as she
followed Sandy and Chad toward the back of the store.

For a large
store, it took a surprisingly short time to reach the public rest rooms there,
and by the time Chad walked into the ladies room, along with Sandy and Gloria,
he still didn’t have to pee.But that
didn’t necessarily mean he wouldn’t have to pee once he got to the
toilets.Not certain about it though, he
went through the otherwise empty ladies room and entered one of the stalls.

“We’re going to
have to watch!” Sandy
said quickly, so he wouldn’t shut the stall door.

Chad still didn’t need to pee, but
he didn’t really have that much of a problem with leaving the stall door
open.His bigger problem was that he
still hadn’t felt the least little urge that he would have to do it yet.He had figured that either the urge would hit
him as he was walking toward the restroom, or that just walking into the
bathroom itself would trigger it… or if not, then standing in front of the
toilet would trigger it for sure.But
surprisingly, he felt nothing.Nothing
at all.A tiny little thought that his
body no longer associated bathrooms and toilets with peeing anymore flittered
through his mind.But thoughts like that
didn’t help him any.

“What are you waiting for?” Sandy asked.

He had been
standing in front of the thing, waiting to feel the urge, but nothing was
happening.

“Are you worried
about if you should stand up or sit down?” Gloria asked.“Because we don’t care.Whatever suits you.”

Chad hadn’t even thought about
that.Since he was male and his body was
used to standing to do this, he pulled up his skirt, and pulled down the front
of his panties, and grabbed himself – just like he used to do.And he stood there… and stood there.

“We’re waiting!”
Sandy said
impatiently.

“Let me guess,”
Gloria said.“You didn’t really have to
pee, did you?”

Chad turned his head back towards
them as he pulled his panties back up into place.“I guess not,” he replied.

“That’s not
going to be allowed!” Gloria said with more than a hint of sternness in her
voice.

Chad pulled his skirt down again,
and slowly backed out of the stall.Well, he thought it had been a very good idea.

They got no more
than a dozen steps back outside the rest room again when Chad did suddenly feel that nasty
little need to pee.Not saying anything,
he quickly turned and ran straight back into the ladies room again and straight
into the same stall.He was fighting
desperately to hold back as he pulled up his skirt.He reached inside his panties and grabbed his
penis in a crushing grip to prevent it from leaking before he wanted it
to.Only then did his other hand tug his
panties down.Aiming it as best he
could, he released the pressure of his grip and the pee rushed out.Not a lot, as usual now, but it was
enough.He just made it!For the first time in two months, he peed
into a toilet – like he used to – like any normal person.As he did, he heard Gloria and Sandy rushing
back in behind him.And even though it
was a little embarrassing for him to be watched by them, he felt proud of
himself as well.And as short as it had
lasted, he knew that they were there in time to actually witness his success.

Proudly, he finished
up, pulled up his panties without bothering to wipe himself off, and pulled
down his skirt.He turned, still feeling
proud.But the looks on both Sandy’s and
Gloria’s faces displayed anything but happy for him.In fact, they both looked down-right
perturbed!

“That was
cheating!” Gloria told him.

“But I made it!”
Chad
insisted.

“I didn’t like
the way it happened either!” Sandy
said to Gloria.

Chad still felt proud of
himself.He had done it!Boldly, he walked over to the row of sinks
and washed his hands while both women looked on with disgruntled looks on their
faces.He didn’t care in the least.When he was done, just as proudly, he said,
“Let’s go back and tell the others.”He
led the way back out and all the way back to where he had been looking at
skirts.

What he didn’t
see was Gloria and Sandy whispering back and forth as they followed some
distance behind him.

“What happened?”
Robin asked as he returned.

Still feeling
proud, Chad
looked over toward Mel who was desperately watching and obviously wanted to
know the answer as well.“That’s one for
my side!” he declared happily.

Mel was shocked…
and suddenly scared.He was getting it
back – and it now seemed that he was getting it all back very fast.It was time to start coming up with something
to help her side.

As Chad
happily select two skirts – that he suddenly decided he really liked, Gloria
went around to each of the judges and whispered something to all of them.There were a number of raised eyebrows in the
group.

“What is it?”
Mel asked.

“You don’t need
to know,” Gloria told her.

“We need to
hurry up,” Andrea told everyone, it’s almost time for his second drink.

Chad was allowed
to pay for the two skirts he had found, but then the women all seemed to hurry
him straight out into the mall again, without letting him take the time to
change into one of his new skirts.Cassie stopped in an out of the way place once they were clear of the
store.She set her backpack down and
started digging through it.“Since
there’s no place close by to get you a drink, I brought a few cans of Coke with
me instead.She fished one out of the
bag and handed it to him.“Drink up,”
she told him.

“And don’t take
too long with it,” Andrea added.

“We need you to
finish that thing as fast as you can.” Gloria remarked as well.

Mel was delighted
at the way they were forcing another drink into his system, but Chad
wasn’t happy about it at all.He would
have taken much longer to drink it, except that the women all hounded him to
keep drinking until the can was done.He
figured it was a good thing he was so used to drinking constantly and with the
ladies encouragement, his drink was soon gone.

“Now can I find
someplace to change my skirt?” Chad
asked.

“Sure,” Andrea
replied.“Where did you want to go?”

It was like a
light bulb went off over Chad’s
head.“A bathroom somewhere?” he said
hopefully.

“Not a chance!” Sandy replied.“At least, not for that purpose.”

“Maybe we can
find a changing room somewhere,” Andrea suggested.

“I don’t see why
he doesn’t just leave on the skirt he’s wearing now.It’s not that wet in the back and he’s
already worn it for quite a while now.”

“If he wants to
change, then that’s should be up to him,” Gloria suggested. “What do you want
to do?” she asked Chad.

But Chad
was just standing there as if he hadn’t been paying any attention.“Go somewhere to change,” he finally replied,
totally disheartened.“And I need
another pair of panties.”The darn urge
had hit him so fast after that drink that he hadn’t had time to realize he had
to go until it was already spurting out of him.

Sandy giggled.“That will be your fifth pair of panties,”
she told him.

Chad made no reply, but Mel
gleefully remarked, “Another one for my side!”

Chad’s only thought was –
Damn!And things had been looking so
much better a short while ago!

Chad got himself a fresh pair of
panties, but he decided to leave on the skirt he was already wearing.No use messing up a new one if he happened to
leak all over it again.Besides, the one
he had on didn’t feel wet anymore and according to Gloria, it hadn’t really
shown the wet spot much anyway.

Totally dispirited,
he followed the group of women out of the bookstore where he had changed and
out into the mall again.But his
thoughts remained on how poorly he was doing.For two full months he had been convinced that he could get it all back
almost immediately.But that didn’t seem
to be the case.He would have never
believed he would have the trouble he was having.Part of the problem, he realized, was
something he had noticed many times in the past few weeks – sometimes he could
realize when he was peeing, and sometimes he never knew it.And that’s kind of the way it was going
today.Sometimes, if he concentrated
hard enough, he could figure out when he was going to have to pee, but other
times, like what just happened, he didn’t have a clue!It just happened.And he had no idea what he could do about it.

He realized that
Robin was talking to him again, although he hadn’t been listening and didn’t
have much of a clue what she had been saying.He continued to ignore her while he sulked over his little problem.Of course, what he was experiencing right now
was exactly what he had often fantasized about, being totally incontinent.Having someone strip all his adult control away
from him and reduce him to the level of a helpless baby.The thought stirred his under-utilized sexual
needs once again – just as the fantasy had always stimulated him.Maybe when this was all over – in just a
little while – he would stop trying to control himself for a few weeks – just to
see what it would really be like… just to enjoy it.The idea sounded very tempting.And he was sure that once he decided he’d had
enough, he could always regain his control again within a day or two.He no longer figured a few hours would be
enough.He now knew first hand that it
wouldn’t be.

“Chad!Are you listening?” Robin asked.

“Huh?Oh, sorry,” he replied.

“Where were
you?” Robin asked.

“Sorry,” Chad
replied again.“I’ve just been trying to
concentrate on when I have to go.I’m
not doing very well though.”

“Maybe you
shouldn’t try so hard,” Robin suggested.

Chad looked at her with a rather
annoyed look on his face.“It’s all the
times I don’t try so hard that I mess up the worst!”

Sandy giggled as she heard him say that.She checked her list of bathrooms.“The closet bathroom now is going to be in
the back of the CD store across the way.All the way to the back, then down a short hall and on your left.”

“Thanks,” Chad
replied, grateful for the information.He was actually grateful for all bathroom location information that Sandy was quietly passing
on to him.He just didn’t usually say
anything about it.

Gloria and Mel
stopped to look at a dress in one of the display windows, which meant that
naturally everyone had to crowd around and discuss it.While Mel and Gloria discussed the merits of
the dress, Robin and Andrea commented on the shoes the store had paired with
it.Sandy was more interested in the
accessories.Cassie and Chad
were the only ones who said nothing at all about it.

“So get it!” Mel
told Gloria.“It’s gorgeous and you know
you would look fabulous in it!”

Gloria looked at
her.“Don’t make it sound like you’re
trying to bribe me.”

Mel looked
surprised.“Me?I wasn’t!”The truth was, the idea had flittered across her mind.But that wasn’t her main intent.Gloria was simply her friend.”

Gloria shook her
head again.“Not today.Maybe some other time.”

While the women
were discussing the mannequin in the window, Chad was concentrating on whether
he had to pee or not.And he wasn’t
totally sure, but he suddenly thought that he might have felt something…
although it was so slight it almost wasn’t there.Knowing how poorly he was doing, he turned in
the direction of the CD store with the bathroom.“Going!” he declared as he took off at a fast
walk.

“Here we go
again!” Cassie said as she took off after him.

“My turn,” Robin
told the others and hurried off after Cassie.

Chad was concentrating hard, but
the fast walking he was doing seemed to be making his almost unnoticed need get
worse.Before he reached the store, his
fast walk became even faster and more desperate.By the time he got into the store itself, he
was clamping down on those muscles for all he was worth.A moment later, he broke out into almost a
run.He found the backroom hallway easy
enough, and the single restroom off of it wasn’t hard to find either – and
fortunately, it wasn’t occupied.But he
was now struggling more than ever as he opened the door and forced his way
inside.Even if Cassie and Robin hadn’t
been running after him, he wouldn’t have bothered to lock the door – there
wasn’t time.He was desperate!

He pulled up his
skirt and was grabbing for his panties – as his system no longer had the
strength to hold it anymore.Pee was
gushing out through his panties by the time he was able to pull the front of
them down far enough to grab his spurting member.As he did so, the pee seemed to splash all
over the place.He finally pulled his
penis out to aim it into the toilet, but what little was still coming out of him
by then either hit the floor, or the wall, or the toilet seat.A few drops only managed to drip into the
toilet itself.

Totally
disappointed and angry with himself, he was still startled when the door to the
restroom crashed open and Cassie rushed in followed by Robin.He was still standing there with his penis in
his hand, the evidence of what happened was all around him.He stood there and ignored them, only
thinking about the futility of it all.He had tried.He had really
tried.He had tried so hard!And yet, he hadn’t made it.

“Again?” Cassie
asked.

He made no reply.

“Eeww!What a mess!” Robin noted as she looked
around.

Chad looked back at her but didn’t
reply to that either.It was looking
very much like his life was going to belong to Mel for the next year.

Cassie automatically
handed him the box of wipes followed by another of the panties that Sandy had contributed –
pink covered in white lace.Chad
was too dejected to appreciate them.Robin only stood and watched, but Chad and Cassie both did what they
could to wipe up his mess.

“That’s six,” Sandy counted when she saw Chad’s face as they all finally
returned.

“What happened?”
Mel asked, although she could also see on his face the answer to that one.

But neither Robin
nor Cassie spoke to her.Instead they
whispered what happened into the ear of each of the judges.

Mel wasn’t being
allowed to hear but she had already guessed that he hadn’t made it.“I guess that’s another one for my side,” she
said to Chad.

Cassie knew she
probably shouldn’t have told her, but she did anyway, even though she left out
all the details.“He almost made it,”
she said to Mel.“He was so close!He almost made it.”

Mel was left with
mixed emotions.He almost made it?Which means that he didn’t make it, but at
the same time… he was still getting it back – and despite a few setbacks, he
was actually regaining his control… fast!She checked her watch, there was still a little more than half an hour
to go.But for the frequency that Chad
was used to peeing now, that could still be an awfully long time.But could he get more of his control back in
the next half hour?She was fearful of
exactly that!

As they slowly walked
the mall, Gloria was talking to her about possibly redecorating part of her
office, but Mel was only half-listening.She was more focused instead on worrying about Chad and the fact that he could
still possibly win this thing.She had
to do something!And she had to do it
fast!But what?

As she listened
to Gloria, now talking to Sandy about what she was considering doing with her
office, Mel realized something else, as much as she was now afraid that she
might lose, Chad was feeling the same thing – or probably worse!She just needed to find the right lever to
tip Chad
away from winning.But again, what could
possibly do it?

They came to the
end of the mall where one of the big department stores was located.She finally realized where she was.She looked around… and she wasn’t at all
surprised that she found what she was looking for.Or rather, ‘who’ she was looking for – the
elderly gentleman who she had always thought of as Sissy’s biggest fan.The one who had claimed to Sissy that he was
a sissy too.Since she saw that he had
noticed her as well, she figured it would only be polite to say hello to
him.The others were now gathered around
a display of fine china near the entrance to the store.“Excuse me,” she said softly to everyone as
she extricated herself from the group.

She walked
directly over to the bench where he was sitting… as usual.

“You have a lot
of company today,” the man said to her.

Mel looked back
briefly.“Yeah.It’s kind of… a special occasion.”

“You’re
celebrating?” he asked.“Because, if
you’ll pardon me, you don’t exactly look all that happy.And I see your friend… Sissy, in the group
too, and he looks less happy than you do.”

“Yeah well, it’s
not a party kind of thing.”

“So what’s going on?”

Mel shook her
head.“It’s a long story, and you’d
never believe it.”

The man
brightened.“But I like stories.And you never know, I may get an idea from
you for one of my books.”

Mel remembered
that the man was a writer who had said he wrote under the unlikely name of
Karen Singer.She shook her head again
and let out a false laugh.“I seriously
doubt anyone would be interested in reading about this!”

“You never
know,” the man said.“You never know.”

Mel decided that there was really no point in
talking to him any longer today.She had
done the polite thing and said hello to him since they were both there.“Take care of yourself,” she said to
him.“Maybe we’ll see you again some
time.”

“I’m right
here,” he replied.“Almost every day.”

Mel smiled and
turned away.It still didn’t seem likely
that the man could be a sissy too.At
least, not like Chad
was.

As she returned
to the group, she noticed that Chad
was standing by himself, behind all the women.She walked up next to him.“Do
you miss being here in your frilly pink dress?” she asked softly so the others
wouldn’t hear her.

Chad looked over at her with horror
in his eyes.“Not really,” he replied.

Mel smiled
mischievously at him.“I’ll bet you do
though.”She could see that somewhere in
the back of his mind, now that she had mentioned it, he was indeed remembering
how he had felt during those little trips.And she was sure that the memory had sparked something else within him
as well.“You know of course, if you
win, you’ll never get to do that again.”She left him then to think about it.She was playing to his fantasies, one of the most powerful forces that
drove him.She would do whatever it took
to win this bet!

The group of
women started to move on then and Chad followed with Robin at his
side.But his thoughts were now instead
remembering the wonderful excitement of all the monstrous humiliation he had
experienced every time Mel had dragged him through the mall – numerous times,
whether he was wearing his pink sissy dress or not.And he knew he would miss it – probably
always.But he also knew that he wasn’t
going to throw this bet because of that!

Websites

About Me

For those of you who might remember me, I’m the same Karen who used to have the website My Sissy Rules Fantasy that Yahoo suddenly deleted several years ago. I still miss my website and really hope to have one back again someday, but, well, I guess I procrastinate a lot – plus, I think the internet has been doing a lot of growing lately.
Other than that, what else can I tell you about me? As I said, I’m male. An older male to be exact. One who has wished very hard his entire (and I mean entire) life that he had been born a girl. Seriously! You have no idea how much that aches in me – always.
I’ve always been small and skinny, except recently my stomach has decided it wants to be large and fat (Arrgh!). Oh yeah, I’m also very married to a wonderful woman who knows nothing at all about this side of me… and I intend to work very hard at keeping it that way.
So for me, life is good, and life is bad, and life is worse, and life is horrible, and life is great. But that’s what life is – you take what it hands you and you do the very best you can under the circumstances. And you enjoy what little bits that you can, wherever and however you can manage it.